Getting Back To Being Anal Amy

“I’m sorry, I didn’t mean to cum already.” Paul said as he pulled his already soft cock out of me.

“It’s okay.” I smiled, but part of me wanted to roll my eyes. Several weeks of build-up, increasing sexual tension and it was all over in less than a minute. Part of me completely understood. We had been fooling around for at least an hour, making out as our bodies pushed against each others, our hands exploring each other, all in increasing states of undress. Not to mention last weekend, which was much of the same except my panties stayed on the whole night.

Things have changed. Not too long ago, I would’ve dived into his bed the night we met. Instead, I just took his number and promised to call. I definitely would’ve ended up in his bed after our first date, but it wasn’t until our third date where after a few drinks I ended up between his sheets wearing only my purple lace boyshort panties. It wasn’t until after our fourth date, a week later that my panties came off and I opened my legs for him.

If that wasn’t enough proof of the changes, after he pulled out me, he headed to the bathroom to dispose of the condom. It wasn’t anything on purpose, not having sex with him the prior week was because I was five beers past wasted and didn’t want a repeat of the bad, sloppy drunk sex I had a few months earlier. Him wearing the condom was all his idea. He had grabbed it from inside his night stand when things started to get intense.

“I’m sorry.” He said as he laid down on the bed next to me.

“It’s really okay. It happens.” I had been spoiled, a quickie for my ex was five minutes. I think he could’ve literally lasted all night if he wanted.

“You just had me so turned on.” His fingers casually, yet very deliberately brushed up and down my leg.

“I understand.”

“I’ll make it up to you.” His fingers went from the top of my legs, to my inner thigh.

“I know you will.”

He moved closer until he was next to me. We kissed. It wasn’t as intense or full of lust as it was twenty minutes earlier, but there was still that spark as his strong lips rubbed against mine.

His A/C was on, but I was starting to sweat again. Our kisses grew more intense as his fingers explored my thighs, higher and higher up.

He found my lips between my legs and even a quick brush against them was more than enough to make me let out a soft moan.

He teased me at first, not giving me more than just a brush.

“More, please!” I pleaded with him, opening my legs further apart. My eyes were closed, but I knew he had a smile on his face, the same grin he got when he tickled me.

He touched me everywhere except my pussy until finally, I grabbed his hand pulled it between my legs.
I bit my lip as he pushed two fingers between my lips. He slowly slid them up and down length of my lips. He felt my softness, my heat and definitely my wetness. Two fingers dipped inside of me, feeling just how wet I was.

It turned me on, but not as much as when those two fingers changed their focus to my clit. They ran circles around it and my heart started to pound.

I opened my mouth and leaned my head back as he gently rubbed my clit. Even the gentle touch was enough to send waves of pleasure through my whole body.

His fingers were deliberate and powerful. He carefully worked me, increasing the power, increasing my pleasure. Being fingered hadn’t felt this good since high school.

He brought me closer, then over the edge. In between deep breaths, I was moaning. Each movement of his fingers made my whole body shake.

“I needed that.” I said when I was finally able to speak.

I would’ve been happy right there, but when I reached down and felt his cock hard again, I knew we were both ready to continue this night.

Without saying anything, he dug into his dresser and ripped off another condom. He climbed back on to the bed, positioning himself between my legs.

I watched as he tore open the condom and put it on the tip of his cock. He rolled the white latex down the red tip of his cock, past his head and down the smooth shaft. I stroked it when he was done. He wasn’t the largest and he wasn’t anywhere near the smallest. Right then, he was just right.

I opened my legs and reached out for his cock. I pulled him closer and felt him rub against my lips. I felt goosebumps on my arms as he pushed inside of me. I was so wet that he easily glided into me.

He leaned forward and we kissed as he slowly, gently fucked me.

I didn’t have to say harder or faster, right as I thought about it he increased his pace. His bed started to softly squeak. I started to softly moan again.

“That’s it!” I moaned. He fucked me harder and harder. My body started to shake with each thrust.

He proved beyond reason of a doubt that he was no minute man. When he needed a break, we rolled around until I was on top for a couple of minutes.

He was back on top of me, it felt good with him pounding my pussy, but I wanted more. I wasn’t planning on asking him for anything more. He seemed like a “good guy,” I would work up to something like that. I didn’t want to scare him off. But I couldn’t stop thinking about it and suddenly it just slipped out my lips. “Do you want to fuck me in the ass?” I hadn’t said those words in so long. It didn’t even seem real.

I wasn’t sure that I had actually said them until suddenly he put the brakes on and pulled away from me. “What did you say?”

“Will you fuck my ass?” I said a little bit more strong this time. It was too late to take it back now.

“That’s what I was hoping you said.”

A naught grin crept across my face, a specific grin that I hadn’t made in a really long time.

“How do you want to do it?”

“Just like this.” I grabbed my ankles and pulled my legs back. I wasn’t as flexible as I used to be either.

“You are so fucking hot.” He said as moved closer and climbed on top of me again.

“Perfect.” I said as I positioned my legs on his shoulders.

“This is so incredible.”

“I can’t wait to feel your cock inside of my ass.” I reached down found his cock again. If it’s even possible, he felt even more hard. I guided him towards my asshole, then he took over.

Feeling the tip of his cock against my asshole was enough to send shivers through my whole body.

“Push it in.” I begged as he pressed harder against my asshole.

“Ouch, ouch.” I said and he pulled back.

“Am I hurting you?”

“Don’t stop.”

I bit my lip as he pushed again. It hurt, but I wasn’t going to run away now. I gripped the sheets in my hands, twisting them with each wave of pain.

It was awkward with his cock slipping out of position multiple times, but finally he started to gain some ground. It caused intense pain, but I could feel him penetrating my asshole. “Oh my god it hurts, but don’t you dare stop.”

He pushed further and my ass finally opened up for him.

I felt every inch of his cock slid into me, spreading my asshole more and more open.

And it started to feel so good, so fucking good as he started to fuck my ass.

I looked up and his mouth was wide open, his eyes glazed over.

His thrust became hard again like he was fucking my pussy. The bed shook, my body shook with each hard thrust. I was moaning so loud that his neighbors in the apartment had to be getting a 2am wake up call.

And then he came. It was quick, almost out of nowhere. There was one last hard thrust where he pushed my feet back to almost behind my head and his cock as deep into my ass as it would go.

He pulled out a minute later, sending one last wave of pleasure through me. He moved back and released my legs. He sat on his knees looking at me. “I don’t know what to say.”

“Don’t say a thing then.” I felt like a slut again, a feeling that I didn’t even know that I had missed. Having him inside of my ass, brought something out of me again.


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Filed under Sex

24 Responses to Getting Back To Being Anal Amy

  1. A

    Although it started slow, the ending was well worth it, hope to hear more soon…

    • Amy

      Tried to build up the suspense! Or something like that.

      Glad you enjoyed it overall. There will be a lot more…I hope.

  2. This is awesome! Really made me want to finger someone… and then fuck their ass, of course….

  3. P

    Soooooooo glad you’re back.

  4. Morgan

    Thank goodness you are back. You were definitely missed.

  5. Paige

    A friend of mine told me about you just yesterday. I’m sorry I haven’t seen you until now. Can’t wait to read more.

  6. Suave

    Welcum back! Soo glad I decided to check on the site and see if anything was here… a very welcome surprise… Soo happy everything is ok and you’re obviously doing well again..!

  7. citykid

    God, how I envy Paul. Fabulous story, Amy. So nice to have your vivid stories to read again.

  8. FunwithaFin

    Ha! Love it, very familiar night!!…

  9. Jenny

    Loved it! Ever since I lost my anal virginity recently, I’ve been a tiny bit obsessed with wanting to read about other womens anal experiences… Ever since my first time I’ve wanted more and more….. Thanks for sharing this story! :D

  10. SmokeSignal

    You remembered to describe your panties? Well done :)

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